Dimethylformamide → N-(1-ethylpyrazole-5-yl)-5-acetamidoanthranilic acid

HRID 375878

反応式

HRID 375878 の反応式
[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8](Br)=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11])(=[O:3])[CH3:2].CN(C=O)C.[NH2:20][C:21]1[N:25]([CH2:26][CH3:27])[N:24]=[CH:23][CH:22]=1.C([O-])([O-])=O.[K+].[K+]>CC([O-])=O.CC([O-])=O.[Cu+2].C(O)(=O)C.O>[CH2:26]([N:25]1[C:21]([NH:20][C:8]2[C:9](=[CH:13][C:5]([NH:4][C:1](=[O:3])[CH3:2])=[CH:6][CH:7]=2)[C:10]([OH:12])=[O:11])=[CH:22][CH:23]=[N:24]1)[CH3:27]

参加物

8

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 3373101-Ethyl-1H-pyrazol-5-amineHCID 27341595-Acetamido-2-bromobenzoic acid

生成物 1

HCID 21217715N-(1-ethylpyrazole-5-yl)-5-acetamidoanthranilic acid収率 25.7%

試薬・触媒・溶媒 3

HCID 8895Cupric acetate触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

A mixture of 5-acetamido-2-bromobenzoic acid (7 g, 27 mmol), DMF (25 ml), Cu(OAc)2 (0.2 g), 5-amino-1-ethyl-pyrazole (3 g, 27 mmol) and K2CO3 (3.7 g, 27 mmol) was refluxed for about 2 days. The reaction mixture was poured into water, acidified with acetic acid and cooled. A solid formed which was collected by filtration to afford 2 g of N-(1-ethylpyrazole-5-yl)-5-acetamidoanthranilic acid.

後処理

  1. temperaturewas refluxed for about 2 days
  2. temperaturecooled
  3. customA solid formed which
  4. filtrationwas collected by filtration

出典と根拠

ORDレコード
ord-cdc0a5941aae4020a43435d52afd34bb
出典データセット
uspto-grants-1996_01
特許番号
US05488055

関連ノート

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